NZ505409A - Derivatives of 1,3,4-oxadiazolone - Google Patents
Derivatives of 1,3,4-oxadiazoloneInfo
- Publication number
- NZ505409A NZ505409A NZ505409A NZ50540999A NZ505409A NZ 505409 A NZ505409 A NZ 505409A NZ 505409 A NZ505409 A NZ 505409A NZ 50540999 A NZ50540999 A NZ 50540999A NZ 505409 A NZ505409 A NZ 505409A
- Authority
- NZ
- New Zealand
- Prior art keywords
- phenyl
- chloro
- methyl
- oxadiazol
- compound
- Prior art date
Links
- WTSXVIMLKCKWIW-UHFFFAOYSA-N 3h-1,3,4-oxadiazol-2-one Chemical class O=C1NN=CO1 WTSXVIMLKCKWIW-UHFFFAOYSA-N 0.000 title description 6
- 150000001875 compounds Chemical class 0.000 claims abstract description 103
- 102000016469 Large-Conductance Calcium-Activated Potassium Channels Human genes 0.000 claims abstract description 20
- 108010092555 Large-Conductance Calcium-Activated Potassium Channels Proteins 0.000 claims abstract description 20
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims abstract description 18
- 208000035475 disorder Diseases 0.000 claims abstract description 15
- 150000001450 anions Chemical class 0.000 claims abstract description 12
- 239000008194 pharmaceutical composition Substances 0.000 claims abstract description 12
- 229910052760 oxygen Inorganic materials 0.000 claims abstract description 9
- 239000001257 hydrogen Substances 0.000 claims abstract description 8
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 8
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims abstract description 7
- 239000001301 oxygen Substances 0.000 claims abstract description 7
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 5
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 45
- 235000011468 Albizia julibrissin Nutrition 0.000 claims description 43
- 241001070944 Mimosa Species 0.000 claims description 43
- 239000007787 solid Substances 0.000 claims description 26
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 25
- 239000000243 solution Substances 0.000 claims description 25
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 24
- 150000003839 salts Chemical class 0.000 claims description 23
- 229910001868 water Inorganic materials 0.000 claims description 17
- 231100000252 nontoxic Toxicity 0.000 claims description 16
- 230000003000 nontoxic effect Effects 0.000 claims description 16
- 239000012453 solvate Substances 0.000 claims description 15
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 15
- 238000005160 1H NMR spectroscopy Methods 0.000 claims description 13
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 claims description 13
- 239000011541 reaction mixture Substances 0.000 claims description 13
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 12
- 239000000203 mixture Substances 0.000 claims description 11
- MBABOKRGFJTBAE-UHFFFAOYSA-N methyl methanesulfonate Chemical compound COS(C)(=O)=O MBABOKRGFJTBAE-UHFFFAOYSA-N 0.000 claims description 10
- HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 claims description 10
- 239000012267 brine Substances 0.000 claims description 9
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 9
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims description 8
- GWVLAXGYZUVAGV-UHFFFAOYSA-N n,n-dimethylmethanamine;methanesulfonic acid Chemical compound C[NH+](C)C.CS([O-])(=O)=O GWVLAXGYZUVAGV-UHFFFAOYSA-N 0.000 claims description 8
- 125000000217 alkyl group Chemical group 0.000 claims description 6
- FZFAMSAMCHXGEF-UHFFFAOYSA-N chloro formate Chemical compound ClOC=O FZFAMSAMCHXGEF-UHFFFAOYSA-N 0.000 claims description 6
- 229910052943 magnesium sulfate Inorganic materials 0.000 claims description 6
- 229910000030 sodium bicarbonate Inorganic materials 0.000 claims description 5
- UEEJHVSXFDXPFK-UHFFFAOYSA-N N-dimethylaminoethanol Chemical compound CN(C)CCO UEEJHVSXFDXPFK-UHFFFAOYSA-N 0.000 claims description 4
- 238000001704 evaporation Methods 0.000 claims description 4
- 230000008020 evaporation Effects 0.000 claims description 4
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 3
- 239000012043 crude product Substances 0.000 claims description 3
- 239000003937 drug carrier Substances 0.000 claims description 3
- SRCZQMGIVIYBBJ-UHFFFAOYSA-N ethoxyethane;ethyl acetate Chemical compound CCOCC.CCOC(C)=O SRCZQMGIVIYBBJ-UHFFFAOYSA-N 0.000 claims description 3
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 3
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims 9
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 5
- GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 claims 3
- GQNJIAAAHUEJBM-UHFFFAOYSA-N 3-amino-2-[4-chloro-2-[[2-oxo-5-[4-(trifluoromethyl)phenyl]-1,3,4-oxadiazol-3-yl]methyl]phenyl]propanoic acid Chemical compound NCC(C(O)=O)C1=CC=C(Cl)C=C1CN1C(=O)OC(C=2C=CC(=CC=2)C(F)(F)F)=N1 GQNJIAAAHUEJBM-UHFFFAOYSA-N 0.000 claims 1
- LURSJOQAWZRGBQ-UHFFFAOYSA-N CCN(CC)CC(C(O)=O)C1=CC=C(Cl)C=C1CN1C(=O)OC(C=2C=CC(=CC=2)C(F)(F)F)=N1 Chemical compound CCN(CC)CC(C(O)=O)C1=CC=C(Cl)C=C1CN1C(=O)OC(C=2C=CC(=CC=2)C(F)(F)F)=N1 LURSJOQAWZRGBQ-UHFFFAOYSA-N 0.000 claims 1
- QWHYYEYEPMYBMN-UHFFFAOYSA-N CN(C)C(C(O)=O)C1=CC=C(Cl)C=C1CN1C(=O)OC(C=2C=CC(=CC=2)C(F)(F)F)=N1 Chemical compound CN(C)C(C(O)=O)C1=CC=C(Cl)C=C1CN1C(=O)OC(C=2C=CC(=CC=2)C(F)(F)F)=N1 QWHYYEYEPMYBMN-UHFFFAOYSA-N 0.000 claims 1
- HRTPGYSVLARPJA-UHFFFAOYSA-N CNC(C(O)=O)C1=CC=C(Cl)C=C1CN1C(=O)OC(C=2C=CC(=CC=2)C(F)(F)F)=N1 Chemical compound CNC(C(O)=O)C1=CC=C(Cl)C=C1CN1C(=O)OC(C=2C=CC(=CC=2)C(F)(F)F)=N1 HRTPGYSVLARPJA-UHFFFAOYSA-N 0.000 claims 1
- SUGURSDJQFUZOY-UHFFFAOYSA-M [2-[4-chloro-2-[[2-oxo-5-[4-(trifluoromethyl)phenyl]-1,3,4-oxadiazol-3-yl]methyl]phenoxy]-2-oxoethyl]-trimethylazanium;methanesulfonate Chemical compound CS([O-])(=O)=O.C[N+](C)(C)CC(=O)OC1=CC=C(Cl)C=C1CN1C(=O)OC(C=2C=CC(=CC=2)C(F)(F)F)=N1 SUGURSDJQFUZOY-UHFFFAOYSA-M 0.000 claims 1
- XGAFFVQMBADASB-UHFFFAOYSA-N [4-chloro-2-[[2-oxo-5-[4-(trifluoromethyl)phenyl]-1,3,4-oxadiazol-3-yl]methyl]phenoxy]methyl 4-(dimethylamino)butanoate Chemical compound CN(C)CCCC(=O)OCOC1=CC=C(Cl)C=C1CN1C(=O)OC(C=2C=CC(=CC=2)C(F)(F)F)=N1 XGAFFVQMBADASB-UHFFFAOYSA-N 0.000 claims 1
- YHOXRVURMRBHDX-UHFFFAOYSA-N diethyl(methyl)azanium;methanesulfonate Chemical compound CS([O-])(=O)=O.CC[NH+](C)CC YHOXRVURMRBHDX-UHFFFAOYSA-N 0.000 claims 1
- 239000003085 diluting agent Substances 0.000 claims 1
- MGOYBMFCELTAHS-UHFFFAOYSA-N methyl 3-(diethylamino)propanoate Chemical compound CCN(CC)CCC(=O)OC MGOYBMFCELTAHS-UHFFFAOYSA-N 0.000 claims 1
- 239000012044 organic layer Substances 0.000 claims 1
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 1
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 30
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- -1 calcium-activated potassium Chemical class 0.000 description 22
- 238000000034 method Methods 0.000 description 20
- IOLCXVTUBQKXJR-UHFFFAOYSA-M potassium bromide Chemical compound [K+].[Br-] IOLCXVTUBQKXJR-UHFFFAOYSA-M 0.000 description 20
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Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D271/00—Heterocyclic compounds containing five-membered rings having two nitrogen atoms and one oxygen atom as the only ring hetero atoms
- C07D271/02—Heterocyclic compounds containing five-membered rings having two nitrogen atoms and one oxygen atom as the only ring hetero atoms not condensed with other rings
- C07D271/10—1,3,4-Oxadiazoles; Hydrogenated 1,3,4-oxadiazoles
- C07D271/113—1,3,4-Oxadiazoles; Hydrogenated 1,3,4-oxadiazoles with oxygen, sulfur or nitrogen atoms, directly attached to ring carbon atoms, the nitrogen atoms not forming part of a nitro radical
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
- A61P11/06—Antiasthmatics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P13/00—Drugs for disorders of the urinary system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P15/00—Drugs for genital or sexual disorders; Contraceptives
- A61P15/10—Drugs for genital or sexual disorders; Contraceptives for impotence
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/06—Antimigraine agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/08—Antiepileptics; Anticonvulsants
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Veterinary Medicine (AREA)
- General Health & Medical Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Public Health (AREA)
- Engineering & Computer Science (AREA)
- Pulmonology (AREA)
- Neurosurgery (AREA)
- Pain & Pain Management (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Heart & Thoracic Surgery (AREA)
- Cardiology (AREA)
- Gynecology & Obstetrics (AREA)
- Endocrinology (AREA)
- Reproductive Health (AREA)
- Urology & Nephrology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US7296698P | 1998-01-29 | 1998-01-29 | |
| US10227498P | 1998-09-29 | 1998-09-29 | |
| PCT/US1999/000910 WO1999038510A1 (en) | 1998-01-29 | 1999-01-15 | Derivatives of 1,3,4-oxadiazolone |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| NZ505409A true NZ505409A (en) | 2003-08-29 |
Family
ID=26753969
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NZ505409A NZ505409A (en) | 1998-01-29 | 1999-01-15 | Derivatives of 1,3,4-oxadiazolone |
Country Status (27)
| Country | Link |
|---|---|
| US (1) | US6034113A (bg) |
| EP (1) | EP1051173A4 (bg) |
| JP (1) | JP2002527352A (bg) |
| KR (1) | KR20010077838A (bg) |
| CN (1) | CN1150175C (bg) |
| AR (1) | AR010712A1 (bg) |
| AU (1) | AU735704B2 (bg) |
| BG (1) | BG104706A (bg) |
| BR (1) | BR9913010A (bg) |
| CA (1) | CA2318830A1 (bg) |
| CO (1) | CO5090837A1 (bg) |
| EE (1) | EE04089B1 (bg) |
| GE (1) | GEP20032914B (bg) |
| HU (1) | HUP0102025A3 (bg) |
| ID (1) | ID26909A (bg) |
| IL (1) | IL137518A0 (bg) |
| LT (1) | LT4838B (bg) |
| LV (1) | LV12559B (bg) |
| NO (1) | NO317102B1 (bg) |
| NZ (1) | NZ505409A (bg) |
| PL (1) | PL342060A1 (bg) |
| RU (1) | RU2202548C2 (bg) |
| SK (1) | SK10852000A3 (bg) |
| TR (1) | TR200002019T2 (bg) |
| TW (1) | TW550075B (bg) |
| UA (1) | UA58579C2 (bg) |
| WO (1) | WO1999038510A1 (bg) |
Families Citing this family (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA2319629A1 (en) * | 1998-01-29 | 1999-08-05 | Bristol-Myers Squibb Company | Amino acid derivatives of daryl 1,3,4-oxadiazolone |
| AU771471B2 (en) * | 1999-01-29 | 2004-03-25 | Bristol-Myers Squibb Company | Carbamate derivatives of diaryl 1,3,4-oxadiazolone |
| US6297241B1 (en) | 1999-01-29 | 2001-10-02 | Bristol-Myers Squibb Company | Carbamate derivatives of diaryl 1,3,4-oxadiazolone |
| US6326388B1 (en) * | 1999-12-21 | 2001-12-04 | Celgene Corporation | Substituted 1,3,4-oxadiazoles and a method of reducing TNF-alpha level |
| US6855829B2 (en) | 2001-02-20 | 2005-02-15 | Bristol-Myers Squibb Company | 3-fluoro-2-oxindole modulators of KCNQ potassium channels and use thereof in treating migraine and mechanistically related disease |
| KR100863659B1 (ko) * | 2001-04-16 | 2008-10-15 | 미쓰비시 타나베 파마 코퍼레이션 | 질소-함유 헤테로시클릭 화합물 및 이를 포함하는 제약 조성물 |
| US6909027B1 (en) * | 2001-08-13 | 2005-06-21 | Perry Robins | Method of forming an in-situ film dressing and the composition of the film-forming material |
| US7119246B2 (en) * | 2002-06-25 | 2006-10-10 | Perry Robins | Method of treating acne |
| AU2013262320B2 (en) | 2012-05-16 | 2018-02-22 | Techfields Pharma Co., Ltd. | High penetration prodrug compositions and pharmaceutical composition thereof for treatment of pulmonary conditions |
| JP5855599B2 (ja) * | 2013-04-30 | 2016-02-09 | テックフィールズ バイオケム カンパニー リミテッド | 非常に速い皮膚浸透率を有するアセトアミノフェン及び関連化合物の正荷電水溶性プロドラッグ |
| CN104710379B (zh) * | 2015-03-09 | 2017-01-18 | 华南理工大学 | 一种bms‑191011的合成方法 |
| JP6165816B2 (ja) * | 2015-10-01 | 2017-07-19 | テックフィールズ バイオケム カンパニー リミテッド | 非常に速い皮膚浸透率を有するアセトアミノフェン及び関連化合物の正荷電水溶性プロドラッグ |
| MX2019009985A (es) * | 2017-02-24 | 2019-10-09 | Ovid Therapeutics Inc | Metodos para tratar trastornos convulsivos. |
| CN110987847B (zh) * | 2019-12-11 | 2021-02-19 | 苏州今蓝纳米科技有限公司 | 1,3,4-噁二唑衍生物在检测酸以及数据加密和储存中的应用 |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CH583213A5 (bg) * | 1973-05-21 | 1976-12-31 | Ciba Geigy Ag | |
| IT1251488B (it) * | 1991-09-17 | 1995-05-15 | Mini Ricerca Scient Tecnolog | Ossa(tia)diazol- e triazol-oni(tioni) ad attivita' acaricida ed insetticida |
| US5234947A (en) * | 1991-11-07 | 1993-08-10 | New York University | Potassium channel activating compounds and methods of use thereof |
| US5547966A (en) * | 1993-10-07 | 1996-08-20 | Bristol-Myers Squibb Company | Aryl urea and related compounds |
| TW467902B (en) * | 1996-07-31 | 2001-12-11 | Bristol Myers Squibb Co | Diphenyl heterocycles as potassium channel modulators |
| CA2319629A1 (en) * | 1998-01-29 | 1999-08-05 | Bristol-Myers Squibb Company | Amino acid derivatives of daryl 1,3,4-oxadiazolone |
-
1999
- 1999-01-15 BR BR9913010-6A patent/BR9913010A/pt not_active IP Right Cessation
- 1999-01-15 EP EP99902290A patent/EP1051173A4/en not_active Withdrawn
- 1999-01-15 GE GEAP19995472A patent/GEP20032914B/en unknown
- 1999-01-15 RU RU2000122733/04A patent/RU2202548C2/ru not_active IP Right Cessation
- 1999-01-15 IL IL13751899A patent/IL137518A0/xx unknown
- 1999-01-15 NZ NZ505409A patent/NZ505409A/en unknown
- 1999-01-15 PL PL99342060A patent/PL342060A1/xx unknown
- 1999-01-15 ID IDW20001421A patent/ID26909A/id unknown
- 1999-01-15 CN CNB998024112A patent/CN1150175C/zh not_active Expired - Fee Related
- 1999-01-15 JP JP2000529243A patent/JP2002527352A/ja active Pending
- 1999-01-15 HU HU0102025A patent/HUP0102025A3/hu unknown
- 1999-01-15 US US09/232,033 patent/US6034113A/en not_active Expired - Fee Related
- 1999-01-15 WO PCT/US1999/000910 patent/WO1999038510A1/en not_active Application Discontinuation
- 1999-01-15 AU AU22308/99A patent/AU735704B2/en not_active Ceased
- 1999-01-15 KR KR1020007008227A patent/KR20010077838A/ko not_active Application Discontinuation
- 1999-01-15 TR TR2000/02019T patent/TR200002019T2/xx unknown
- 1999-01-15 CA CA002318830A patent/CA2318830A1/en not_active Abandoned
- 1999-01-15 EE EEP200000447A patent/EE04089B1/xx not_active IP Right Cessation
- 1999-01-15 UA UA2000085059A patent/UA58579C2/uk unknown
- 1999-01-15 SK SK1085-2000A patent/SK10852000A3/sk unknown
- 1999-01-27 AR ARP990100312A patent/AR010712A1/es not_active Application Discontinuation
- 1999-01-27 TW TW088101231A patent/TW550075B/zh not_active IP Right Cessation
- 1999-01-28 CO CO99004746A patent/CO5090837A1/es unknown
-
2000
- 2000-07-14 LT LT2000068A patent/LT4838B/lt not_active IP Right Cessation
- 2000-07-26 NO NO20003825A patent/NO317102B1/no not_active IP Right Cessation
- 2000-08-03 LV LVP-00-103A patent/LV12559B/en unknown
- 2000-08-22 BG BG104706A patent/BG104706A/bg unknown
Also Published As
| Publication number | Publication date |
|---|---|
| IL137518A0 (en) | 2001-07-24 |
| PL342060A1 (en) | 2001-05-21 |
| BG104706A (bg) | 2001-04-30 |
| EP1051173A4 (en) | 2002-07-31 |
| US6034113A (en) | 2000-03-07 |
| TW550075B (en) | 2003-09-01 |
| NO317102B1 (no) | 2004-08-09 |
| LV12559A (en) | 2000-11-20 |
| SK10852000A3 (sk) | 2002-02-05 |
| TR200002019T2 (tr) | 2000-11-21 |
| EE04089B1 (et) | 2003-08-15 |
| CO5090837A1 (es) | 2001-10-30 |
| NO20003825L (no) | 2000-07-26 |
| LT4838B (lt) | 2001-08-27 |
| GEP20032914B (en) | 2003-03-25 |
| CN1150175C (zh) | 2004-05-19 |
| BR9913010A (pt) | 2001-05-08 |
| AU2230899A (en) | 1999-08-16 |
| AU735704B2 (en) | 2001-07-12 |
| RU2202548C2 (ru) | 2003-04-20 |
| ID26909A (id) | 2001-02-15 |
| UA58579C2 (uk) | 2003-08-15 |
| JP2002527352A (ja) | 2002-08-27 |
| CN1289249A (zh) | 2001-03-28 |
| EE200000447A (et) | 2001-12-17 |
| CA2318830A1 (en) | 1999-08-05 |
| AR010712A1 (es) | 2000-07-12 |
| WO1999038510A1 (en) | 1999-08-05 |
| LT2000068A (en) | 2001-03-26 |
| HUP0102025A3 (en) | 2002-01-28 |
| KR20010077838A (ko) | 2001-08-20 |
| LV12559B (en) | 2001-04-20 |
| HUP0102025A2 (hu) | 2001-11-28 |
| NO20003825D0 (no) | 2000-07-26 |
| EP1051173A1 (en) | 2000-11-15 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| RENW | Renewal (renewal fees accepted) | ||
| PSEA | Patent sealed |